Lot numbers can be found on the outside label of a product:
tert-Butyl 2-chloropyridine-4-carbamate
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CAS No. 234108-73-7
- Cat. No. CS-M1257
- Purity≥97%
- MDL No.MFCD07781158
*For research and further manufacturing use only, not for direct human use.
Structure of 234108-73-7
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General Information
- CAS No. 234108-73-7
- Cat. No. CS-M1257
- Purity ≥97%
- MDL No. MFCD07781158
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₃ClN₂O₂
- Molecular Weight 228.68
- Synonym(s) 4-(Boc-amino)-2-chloropyridine
- SMILES O=C(OC(C)(C)C)NC1=CC=NC(Cl)=C1
Description
tert-Butyl 2-chloropyridine-4-carbamate features a chlorinated pyridine core with a bench-stable tert-butyl carbamate handle, enabling direct incorporation into Suzuki-Miyaura and Buchwald-Hartwig coupling cascades. The para-chloro group offers high reactivity under palladium catalysis, while the carbamate moiety resists premature deprotection during multistep synthesis. This dual-functional scaffold streamlines access to complex nitrogen-containing heterocycles.
Application
tert-Butyl 2-chloropyridine-4-carbamate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C2 position. The chloro group facilitates palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate protects the pyridine nitrogen under standard reaction conditions. This stability enhances handling and purification, making it well-suited for iterative synthesis of complex heterocyclic scaffolds and API intermediates.
Synthesis
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References
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GALDERMA RESEARCH and DEVELOPMENT, S.N.C. Patent: WO2006/53791 A2, 2006 ; Location in patent: Page/Page column 49-50 ; WO 2006/053791 A2
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References
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Qin, Lijin; Cui, Hongmeng; Zou, Dapeng; Li, Jingya; Wu, Yangjie; Zhu, Zhiwu; Wu, Yusheng Tetrahedron Letters, 2010 , vol. 51, # 33 p. 4445 - 4448
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Route3
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In-stock
14432-12-3 -
762-75-4 - ~%
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In-stock
234108-73-7
References
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Choi-Sledeski, Yong Mi; Kearney, Robert; Poli, Gregory; Pauls, Henry; Gardner, Charles; Gong, Yong; Becker, Michael; Davis, Roderick; Spada, Alfred; Liang, Guyan; Chu, Valeria; Brown, Karen; Collussi, Dennis; Leadley Jr., Robert; Rebello, Sam; Moxey, Phillip; Morgan, Suzanne; Bentley, Ross; Kasiewski, Charles; Maignan, Sebastien; Guilloteau, Jean-Pierre; Mikol, Vincent Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 681 - 684
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 51.22
- LogP 3.082
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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